I Watched $47 Billion Disappear at WeWork. Here's the Leadership Lesson That Actually Changed Me with Robin Daniels

My guest this week, Robin Daniels has held executive roles at Salesforce, LinkedIn, Box, Matterport, and WeWork, and he's now Chief Business Officer at Zensai. He watched WeWork's valuation swing from $20 billion to $47 billion to nothing in the span of a single year, and what he took from that isn't a war story, it's a way of leading.We get into the delusion that fuels great founders, the fine line between visionary and reckless, and why people always buy with emotion and support with logic, no matter how "B2B" the sale looks. Robin shares the courage it took to buy a one-way ticket from Copenhagen to California at 21, why high performers fear not trying more than failing, and how he made the brutal transition from doer to leader by learning to trust his team and optimize for speed. We also talk honestly about imposter syndrome, self-promotion, and the question he asks people frozen by the fear of posting: can your ego handle a few people thinking you're wrong?His core argument is one I keep coming back to: you can't control outcomes, you can only control your inputs and your outputs, so reward how people show up, not just what they hit. Robin's book, The Human Success Playbook, is out now.Build your founder brand with Mylance: https://mylance.coConnect with Bradley Jacobs: https://www.linkedin.com/in/bradley-r-jacobs/00:00 Meet Robin Daniels01:18 The Uber and WeWork parallels03:00 The founder's useful delusion06:00 Buy with emotion, support with logic08:30 Market B2B like B2C10:50 A one-way ticket to California at 2114:30 Fear of not trying vs fear of failing17:40 From doer to leader20:00 Why micromanagement kills teams23:00 Optimize for speed and trust25:30 The mistake that shaped his leadership28:00 Imposter syndrome at every level30:30 The voice that says you're a fraud32:00 Getting started on LinkedIn35:00 The 90-9-1 content model38:00 Can your ego handle the judgment39:30 Why worshipping outcomes backfires43:00 Reward how people show up47:40 The Human Success Playbook49:50 Where to find Robin